Vacation Home Rentals By Owner In Southold, NY

My home is a hidden gem tucked away in a beautiful and quiet neighborhood in Southold, NY. With beautiful water views and just a few mins walk from the beach, it is a perfect summer vacation rental! The fire place and the North Fork's abundance of vineyards, farms and breweries make this a perfect winter escape as well. Just 2 hours outside of NYC! brbrMessage me if you have questions about the nightly minimum or are wondering about a specific set of dates!brbrMy favorite kind of renters: brbrWe love sharing our home with families, couples and small groups. Our quiet neighborhood is NOT good for events or parties - we love and respect our neighbors! brbrThe Details: brbrThe home is equipped with 3 bedrooms, 2.5 baths. Master has a king bed, second guest room as a queen bed, and the third has 4 single beds. The love seat downstairs pulls out to add an additional twin bed downstairs. The house sleeps 8 upstairs and can accommodate another 2 downstairs between the couch and pullout. Great for families and couples! brbrChefs Kitchen! brbrCentralized Heat and 2 zone AC! brbrWasher/Dryer- in basement, feel free to use if needed (there is detergent to the right hand side). brbrLinens and Towels: there are lots of beach and bath towels in the Master bathroom closet as well as under twin beds in the guest bedroom. Also in the guest bedroom with the twin beds, you will find an extra twin bed frame and mattress with sheets, pillows and blankets. brbrWindows: most have screens so feel free to open or keep closed, whatever you prefer.brbrCushions : for deck furniture are in brown box on deck. brbrWifi: network is available! Will send details once booked in a house guide!brbrTV: Chromecast, Netflix and Amazon Video available! Note - no Cable TVbrbrGarbage: There are two cans in the garage. Please place garbage in the left hand can (the one with trash liner) at the end of weekend. Recycling goes in the right hand garbage can. PLEASE NOTE: you will be responsible for dropping garbage and recycling at the Southold Dump (Southhold Landfill-Solid Waste) at the end of your stay. Southold does not have trash pickup service.brbrSpot Cleaner: there’s a heavy duty spot cleaner under the sink in the kitchen in case of any spills brbrBikes: Feel free to use! There are 7 in the garage. brbrGrill - Gas grill or Smoker downstairs in the garage! brbrThe good stuff: brGood recent Eater write up: that covers a lot of the popular spots click here. brMap of our favorite places: brbrMap of area beaches: brbrNorth Fork is very special place. On the “favorite places” map I will send you is the location of the private association beach which is a small but beautiful spot and is a nice walk or bike ride from the house. brbrThe “best of the best” list: brBest vibe dinner: American Beech, Noahs brBest casual dinner: Lucharitos (tacos and queso!) brBest Pizza: 1943 brBest Cocktails: Brix and RyebrBest new local spot: Port in Greenport (owners also own a fantastic restaurant in Shelter Island called Salt) brBest beer: Greenport Brewery (Peconic- not greenport town)brBest burger: Greenport Brewery (Peconic- not greenport town)brBest “fancy” dinner: North Fork Table & InnbrBest Beach & Best Sunset: Sunset Beach on Shelter Island - you can take a cab or drive there via the ferry in GreenPort brBest Rose: Corey Creek / Bedelle, Bridge Lane brBest Vineyard Setting: Croteaux (but the owner doesn’t allow parties greater than 6)brBest White: Kon-to-kosta brVineyard with most outdoor activities: Ospery’s Dominion

Beautiful Southold Home with a Water View - 3 Bedroom, 2.5 Bath, Sleeps 8

Southold, New York, United States

Bed

Bath

Sleeps

$636.82

This is a newly renovated 4BR+ home in the heart of Southold with a brand new 18 x 36 heated pool and fully fenced yard. Just minutes from beautiful beaches and vineyards. brbrThe house situated on a 1/3rd of an acre and is within a short walk of a private beach and an incredible award winning vineyard. It has 4 bedrooms plus a separate den/office/bonus room. brbrThe property has many amenities including use of a kayak, bicycles, full kids swing set / jungle gym, fire pit, patio and barbecue.brbrIt is just a short drive to dozens of other beaches, vineyards, farms, Southold/Greenport villages, Shelter Island, restaurants, historical sites and many more charming places on the North Fork.brbrA beautiful spot for an escape from it all - perfect for families!

4BR+ Newly renovated home mins to top beaches and vineyards, new heated pool!

Southold, New York, United States

Bed

Bath

10

Sleeps

$717.04

Enjoy a peaceful stay at this delightful 3-bedroom house on a park like, waterfront property in Southold. With a hot tub, playground, beautiful patio on an acre property and waterfront access with kayaks and paddle board for your use, our family friendly property provides all the details needed to rest, recharge and retreat with your family and friends. brbrStep inside to discover a beautifully updated interior that effortlessly combines vintage charm with contemporary style. The spacious living areas are perfect for relaxing or entertaining, featuring tasteful decor and cozy furnishings. The kitchen is a culinary haven, fully equipped to help you whip up anything from a quick breakfast to a gourmet dinner.brbrSleeping arrangements include a luxurious king bed in the master suite, a comfortable queen bed in the second bedroom, and two full-size bunk beds in the third bedroom, ensuring ample space for families or groups. Each bathroom is thoughtfully designed to offer both convenience and comfort.brbrOur home is especially family-friendly, offering amenities that cater to guests with young children. The property features a fun playground, and we provide high-quality necessities such as a Baby Björn high chair and a travel crib to ensure the little ones are well taken care of.

Charming waterfront, 3-bedroom house on Goose Creek in welcoming Southold

Southold, New York, United States

Bed

Bath

Sleeps

$820.15

Welcome to our Family Beach House, nestled on the coast of the Peconic Bay in the charming town of Southold, New York. Embrace the tranquil beauty of the North Fork, enjoy the many vineyards and create cherished memories in our serene seaside retreatbrbrPermit #0502brMinimum 2 week stay - please reach out for customization

Family Beach House on the North Fork of Long Island

Southold, New York, United States

Bed

Bath

Sleeps

$366.74

Our beach cottage is located right across the street from beautiful Cedar Beach in Southold, North Fork. Enjoy the gorgeous, calm waters of Shelter Island Bay at the beach and the stunning sunrise and sunset views from the beach and house.brbrLoft has a desk space and sunroom has plenty of room for Remote Working (wifi is provided!)brbrEach room has a ceiling fan, air conditioning for summer and heating for cooler days.brbrDetailed Description of our Beach Cottage:brbrSunroom: Enjoy coffee and Sunrise views or local wine with Sunset views in our beautifully furnished and comfortable sunroom. Lounge on the daybed with a good book or magazine. Plenty of space for everyone in the house to lounge comfortably with drinks or a meal and enjoy the relaxed views.brbrLiving Room: Bright and airy with Sky Lights and High Ceilings. Comfortable sofa and chairs for you to lounge on. Stocked bar cart w/ all the tools to make your preferred drinks or enjoy local wines and beers! Large brand new TV w/ wifi to relax an enjoy movie nights.brbrKitchen: Fully stocked w/ new dishes, pots/pans, everything to make a feast with your finds from the local farms and shops. Brand New dishwasher, stove/oven, laundry machine and dryer are all available for your use. Kitchen also has a toaster oven and coffee pot. The Dining Table seat 4-6 comfortably and there are extra folding chairs in the main closet.brbrBedroom 1: Queen bed. Large closet and dresser to unpack so you feel at home. The bedrooms have sheer curtains if you like to wake up to the sunrise and blackout shades if you want to roll them down to sleep in.brbrBedroom 2: 2 twin beds w/ organic Keetsa Mattresses. Large closet and dresser to unpack so you feel at home. The bedrooms have sheer curtains if you like to wake up to the sunrise and blackout shades if you want to roll them down to sleep in.brbrBathroom: 1 full bathroom in the house with a shower and an outdoor shower with hot and cold water.brbrLoft: Bright and Airy with Sky Lights. Large comfortable sofa to lounge on. There is a large wicker box full of board games for you to play in the comfortable and cozy loft space. Planning on working from the North Fork We have a desk sitting under the sky light that you can set up your work station for your stay, log into the wifi and be ready to take meetings anytime.brbrYard: Outdoor shower for you to shower under the sun with hot and cold water! Walk right off the beach to the yard and take a relaxed shower in nature. Large 2 person hammock to lounge and nap under the trees. Brand new stylish patio table and chairs w/ large umbrella to comfortably seat 4-6ppl. BBQ to grill all of your farmers market finds :)brbrGuest Shed: The guest shed is an extra storage space for you to keep your bikes, tennis rackets, etc. It is yours for your stay and large enough to house anything extra you want to bring along.brbrEnjoy the whole house and yard for your stay! It is a very relaxed and peaceful neighborhood. Some neighbors arebrseasonal, some are locals throughout the year.brbrAbsolutely no animals, under no circumstances. We have severe allergies and cannot take the risk sadly.brbrGuest accessbrEnjoy the whole house and yard for your stay! We are located in a beautiful, relaxed and quiet neighborhood.brbrOther things to notebrAll of the North Fork's beautiful amenities- beaches, wineries, parks, farms, farmers markets, shopping, restaurants are just minutes away! We are in wine country with some of our favorite wineries nearby- Macari, Pellegrini, Pindar, Bendall, etc.brbrbrBeautiful Southold town is just a few miles away to do any antique shopping or go to local restaurants. Many farms for berry picking, wineries for berry drinking! and plenty of farmers markets to get all of the North Fork's seasonal bounties only minutes away.brbrGreenport is a 12 minute car ride to enjoy some extra shopping, restaurants and bars!brbrShelter Island Ferry from Greenport is only 12 minutes away to enjoy an easy ferry ride to Shelter Island for a day trip.

Cozy&Chic Beach Cottage - wineries, beach and perfect for all seasons

Southold, New York, United States

Bed

Sleeps

$469.24

brWelcome to your perfect North Fork getaway! This bright and inviting 3-bedroom, 1.5-bath home is ideally located in the heart of Southold — walking distance to Founder’s Beach, local restaurants, charming shops, and yoga studios.brbrEach of the three bedrooms features a comfortable queen-sized bed with fresh linens provided, making it an easy and relaxing stay for families, couples, or friends traveling together.brbrStep outside and enjoy your own private backyard oasis complete with a large in-ground chlorine pool and diving board — perfect for summer afternoons and evening swims. The spacious grassy yard offers plenty of room for lawn games, relaxing in the sun, or dining outdoors.brbrInside, you’ll find:br • A bright Florida room — ideal for morning coffee or evening cocktailsbr • Fully equipped kitchenbr • 1.5 bathroomsbr • Attached two-car garagebr • Comfortable living spaces for gathering and unwindingbrbrThe location truly can’t be beat. You’re just minutes from:br • North Fork wineries & breweriesbr • Local farm stands & fish marketsbr • Pumpkin fields in the fallbr • Christmas tree farms in the winterbr • 10 minutes to the Village of GreenportbrbrWhether you’re planning a beach weekend, wine tasting trip, or a relaxing poolside retreat, this Southold home offers the perfect blend of comfort, charm, and convenience.brbrCome experience the best of the North Fork!

Charming Southold Retreat with In Ground Pool – Walk to Founder’s Beach

Southold, New York, United States

Bed

Bath

Sleeps

$556.19

This bright house, built in 2019, is a stroll to pristine McCabe’s Sound beach and a bike ride to Southold’s lovely village and bays. The clean modern two-story 1600-square-foot home on one-plus natural acre, has an outdoor pebbled patio and shower. The first floor opens to a quiet sitting room, a sunny eat-in-kitchen and a cozy TV den, plus a half-bathroom. Upstairs are three carpeted bedrooms and two full bathrooms plus a private office. Find the perfect escape here and enjoy all that the beautiful North Fork has to offer. Highlights include an Outdoor shower, Central A/C, Private office, Amazon Fire TV Stick, Beach pass for vehicle, Weber charcoal grill, Trash pick-up, Pets okay. Rental permit 0343

A Natural Getaway

Southold, New York, United States

Bed

Bath

Sleeps

$903.68

Driftwood Landing has been our family vacation home for years and we hope you enjoy it here as much as we do! We find it to be the perfect balance of far enough away from everything to have a relaxing escape, yet near enough to all the activities and amenities you want. We are pleased to be able to share this beautiful home and secluded area with others and we hope you treat it with courtesy. We wish you comfort and relaxation and hope you have a wonderful stay and visit again soon!

Enjoy Driftwood Landing - A Quiet Southold Escape

Southold, New York, United States

Bed

Bath

Sleeps

$399.2

Enjoy our tranquil home in a private beach community.Located on a half acre of private land, this home has all the amenities you will need for a relaxing vacation or getaway. Views of Peconic Bay from the home, a private beach .Take advantage of Historic Greenport, located just 1 mile away, as well as the Ferry to Shelter Island and Sag Harbor, along with three restaurants just walking distance away.brHome has an open concept feel with catherdal ceilings, great room, kitchen and dining room with sliding glass doors that leads to a large deck. The deck wraps around to the front porch.brNOT A SHARE HOUSE OR USE FOR AFTER PROM.

North Beach Fork Beach House

Southold, New York, United States

Bed

Bath

Sleeps

$464.02

Beautiful vacation home in the Bay Haven community of Southold. The house is on a fully landscaped property of over a third of an acre, steps away from the community's private sandy bay beach, which may be used by renters. The three-bedroom house, which has central air conditioning, is ideal for a small family or one or two couples, and can sleep up to 6 people. It has a master bedroom with a queen bed, and two additional bedrooms with double beds in each, two full bathrooms, with one en suite in master bedroom, a downstairs bathroom/powder room, family room with skylight, kitchen, living room, full dining room, laundry room with washer/dryer, a covered front porch with seating, and a large rear deck with dining table, umbrella, and barbecue.Three bicycles are available and all beach chairs and umbrellas. The house is minutes away from convenient shopping, beautiful beaches, great restaurants and gorgeous vineyards.

Beautiful North Fork 3-Bedroom Home Steps Away from a Private Sandy Bay

Southold, New York, United States

Bed

Bath

Sleeps

$1313.87

Escape to paradise with this stunning north fork home, where relaxation and adventure meet! A quick walk to the beach, this beautifully designed 3-bedroom, 2-bathroom retreat is the ultimate getaway for families or groups seeking a beachside escape with updated amenities and plenty of space. Serene backyard includes large outdoor dining, fire pit and pool. This property offers a combination of tranquility and excitement. Get ready to explore all of what Southold has to offer!brbrKey Features:brBeach Location: 5 minute walk to beach with private access. Wagon, beach chairs, umbrellas, coolers, kayaks & lifejackets available. brbrUpdated Kitchen & Living Space: Living room features wood burning fire h place, large screened in porch with dining, cozy TV room with pull-out queen couch. Semi open floor plan with great entertaining flow. brbrGourmet Kitchen: Fully equipped with high-end appliances, sleek countertops, and all the cookware you'll need to prepare gourmet meals. Large island with seating for 8. Gas grill with propane. brbrSpacious Bedrooms: Master suite hosts a king-sized bed, with en-suite bathroom. Additional bedrooms sleep 2 adults, each. brbrEntertainment: High-speed Wi-Fi, TVs in main living areas. Bikes for adults and children. brbrOutdoor Oasis: The oversized deck is perfect for dining al fresco or lounging with friends and family by large pool. The property also includes a fire pit for those cozy evening gatherings.brbrIdeal Location: Located in a quiet, upscale neighborhood, perfect for those who want to escape the hustle and bustle while being close to everything the north fork has to offer. Local wineries, breweries, restaurants, shopping, and attractions. Enjoy the best of both worlds – peaceful beach days and easy access to nearby activities.brbrBook Your Stay Today!brbrThis beach house is the perfect place to unwind and create lasting memories. Don’t miss out on your chance to stay at this North Fork dream getaway! Here is a link for a video walkthrough : https://youtu.be/nQPoGqOaQ3M

“Paradise Found” - Walk to Private Beach & In-Ground Pool!

Southold, New York, United States

Bed

Bath

Sleeps

$1249.06

Stunning waterfront location with amazing sugar sand beach!brbrWell proportioned home with beautiful symmetry. The central fireplace and chimney and beautiful roof lines are the main architectural feature. Built in are the living room with sliders to covered porch, kitchen, dining room, entry foyer and full bath make up the main level. Three bedrooms and a full bath with deep soaking tub and rainshoweron the second floor! Private outside shower!brbrOur tenants often say they do experience a peaceful feeling of nostalgia and happiness that many refer to as soul soothing, healing and magical at our location. The house is an updated traditional summer house from a by-gone era situated on the southern shore of this waterfront peninsula directly on Southold Bay with spectacular views from this wonderful location. brbrKick off your shoes, grab a book and relax on the bay-side porch or spend your day at the spectacular sandy beach just steps away!

Sandy Bay Beach

Bed

1

Bath

7

Sleeps

$1095.23

Come and experience the peaceful tranquility of the North Fork with this newly renovated gem in the heart of Southold. Ideally located a short walk to either Goose Creek Beach or Cedar Beach and right up the road from Croteau Vineyards and the North Fork wine trail. brbrThe house is situated on shy acre bordering preserved farmland. Enjoy a backyard BBQ on the stone patio which features a grill, an eight-person dining set, lounge chairs and firepit. If you would like to enjoy the backyard beyond a delicious meal or a cocktail, there is basketball, bocce ball, croquet and cornhole. The front stone patio boasts a bistro set surrounded by beautiful flowers and landscaping which makes a perfect setting to enjoy your morning coffee. brbrThe first-floor of our home offers an open kitchen/dining room which can sit up to 9 people for a family meal. The kitchen is fully equipped with a refrigerator (water & ice), stove/oven, microwave, dishwasher, Keurig coffee/cappuccino/latte maker, blender, and toaster. There are plenty of cooking utensils, pots, pans and of course a variety of spices. It is a perfect place to enjoy a true North Fork farm to table experience. The living room is equipped with a recliner, reclining sofa, electric fireplace, ceiling fan, PlayStation 3 and a 75” Smart TV. There is also a powder room and full laundry on the first floor.brbrThe second-floor features 4 large bedrooms themed to celebrate the beauty of the North Fork each with their own full bath en-suite. Each bedroom has its own work station and Smart TV. The second-floor landing area has been designed as a space for you to enjoy a good book or a place to just relax and enjoy the view of the sunset.

Newly Renovated Gem on the Cedar Beach Peninsula!

Southold, New York, United States

Bed

Bath

Sleeps

$688.77

Southold Permit # 0361. Pool opens Mid April! One season off of a full renovation - reviews before 2022 are from before our renovation -- Fully renovated North Fork ranch home with gorgeous heated pool, huge yard and ipe deck overlooking Goose Creek. Perfect for an East End getaway for the summer months, or in the off season. Our home sits on a half acre landscaped property overlooking Goose Creek. Kayak or stand up paddle board from our private dock or take a short walk/drive down to the South Harbor Park beach or Cedar Beach. We are also within walking distance to Croteaux vineyards, the only Rose-only winery on the North Fork. brbrNeed to work remotely We have an office/den with desk space, office supplies, and exercise area with Peloton in the basement.brbrOur house is super comfortable and easy to manage with a family or a couple other friends. You will have access to private heated pool and private dock - perfect for using our kayaks (2), paddle boards (2). House has 3 Bedrooms and 2 full baths with additional half bath and outdoor shower. The office/den also has a queen sofa bed. Full kitchen with new appliances, dining area - seats 10 (8 comfortably), outdoor dining and seating area, large deck, living room, washer/dryer, air conditioning, 3 cable TVs and WiFi. brbrWe are centrally located in a quiet neighborhood, seconds from wineries, farm stands, restaurants and a short drive into Southold Town. Just down the street, and in walking distance, is Croteaux vineyards - perfect for winetasting and not having to drive! We are also a short drive from Bedell, McCall and Sparkling Pointe vineyards. Greenport Harbor Brewery in Peconic is an easy 5 minute drive. brbrOur house is perfect for families and friends looking for an easy, comfortable, accessible, and most importantly, relaxing get-away in the beautiful North Fork. brbrThe details: 3 Bedrooms- Master bed with private full bath with King sized bed, 3 guestrooms with queen sized beds, 1 guest full bath and 1 half bath. Large living room, with L shaped couch and connection to dining area. Large outdoor space with retractable awning covering outdoor dining table and outdoor gas grill. brbrIdeally looking for monthly or multi-week rental tenants. Please feel free to contact us to discuss the terms of your vacation length.

Heated pool on Goose Creek, private dock, massive yard walk to beach, wineries

Southold, New York, United States

Bed

Bath

Sleeps

$2205.94

Make yourself at home in this spacious and beautiful North Fork Wine Country home in the heart of Southold! This 4,000 sq. ft. home comfortably sleeps eight adults in and boasts a chef's kitchen, 4 spacious bedrooms, 3.5 bathrooms, a gorgeous screened-in sunroom with big screen TV, large couch and chairs. This beautiful home has two master king suites each with ensuite baths and walk in closets. Ultra-high ceilings, large sunny windows and spacious open layouts throughout. Spectacular 40x20 heated pool with a slate patio, sun ledge, and waterfall. Full size deck with dining and sitting area. Resort living with a hot tub, steam shower, and jacuzzi. Perfect for large families, groups, and entertaining. Bike to the beach in less than 1.5 miles. Includes kayaks, paddle boards and bikes for families. Sleeps 8 adults in beds! Each room in the house is equipped with a mounted flat screen TV.br brThe kitchen and dining area have a view of the deck that overlooks the fully fenced-in backyard with the pool. Relax in the living room or family room or respond to some emails in the cozy home office. The deck has ample seating with dining table and lounge chairs to enjoy the pool while cooking up some burgers on the grill and winding down for the night on the patio or roasting marshmallows on the fire pit. br brFeaturing: large fenced in yard, pool, fire pit, grill. Fireplace, central climate control, Fisher and Pishkal stove top, 8+ smart tvs, dishwasher, washer & dryer. Nest/Ecobee climate control from smartphonebr brPrivate getaway that far exceeds other listings! Last minute listing, priced to move and won’t last. Available YEAR ROUND and pool remains above 80 through October!br brThe North Fork has plenty of beautiful sights and activities for you to enjoy. Walk down the road to The Old Field Vineyard for a wine tasting, hop in the car and head to the Village of Greenport (about 4 miles away) to enjoy their many restaurants and boutiques along the harbor. Plan a trip to Shelter Island, Sag Harbor, and the Hamptons via the North and South Ferries! There are plenty of nearby North Fork beaches along either the Long Island Sound or Peconic Bay to enjoy.his home is a perfect spot for a relaxing, dreamy, North Fork escape! Just a short drive away from some of the best vineyards on the North Fork, the famous Love Lane, Beaches on the Long Island Sound as well as Peconic Bay. You will never be bored. There is plenty of shopping in Southold, Mattituck, Greenport Town and Tanger Outlets in Riverhead with countless little shops filling the space between.brbrRental ID: 78-1-38 / 1197

NORTH FORK DREAM HOME, 4,000 Sq Ft, 1 Acre, Heated Pool!

Southold, New York, United States

Bed

Bath

12

Sleeps

$979.28

Welcome to our beautifully renovated, designer-decorated home in the heart of Southold, NY! Perfectly located within walking distance to charming shops, pristine beaches, and the town's best restaurants, our home offers the ultimate blend of luxury and convenience.brbr- Prime Location: Enjoy easy access to everything Southold has to offer.br- Private Pool: Unwind and soak up the sun in your own private pool.br- Modern Renovations: Recently renovated to perfection with stylish designer touches throughout.br- Spacious Living: Three beautifully decorated bedrooms and two modern bathrooms.br- Work-Friendly Space: Dedicated workspace with high-speed Wi-Fi for remote working.brbrBedrooms br- Primary Suite: Relax in the luxurious master bedroom with a plush king-size bed.br- Guest Bedroom: A second bedroom featuring a comfortable queen-size bed.br- Kids' Room: A fun and cozy room with bunk beds, perfect for kids or extra guests.brbrBathrooms: br- Two modern bathrooms featuring high-end fixtures, steam showers and Bathing Culture amenities.brbrLiving & Dining:br- **Open-Concept Living:** The bright and airy living space, adorned with chic decor, is perfect for relaxing or entertaining. Comfortable seating and a smart TV make it an ideal spot to unwind after a day of exploring Southold.br- Gourmet Kitchen: The fully equipped kitchen boasts top-of-the-line appliances and all the essentials you need for preparing meals. Whether you're whipping up a quick breakfast or a gourmet dinner, you'll find everything you need here.br- Dining Area: The elegant dining area, with seating for eight, provides a stylish setting for family meals or dinner parties. Enjoy your culinary creations in a beautiful and comfortable space.brbrOutdoor Space:br- Private Pool: Step outside to your private oasis. The sparkling pool is perfect for cooling off on warm days, and the surrounding lounge chairs invite you to soak up the sun. An outdoor dining area lets you enjoy meals al fresco.br- Garden: The beautifully landscaped garden offers a serene retreat. It's an ideal spot for morning coffee or evening relaxation, surrounded by lush greenery.brbrWe look forward to hosting you, feel free to reach out with any questions!

Stylish beach getaway: pool in prime location

Southold, New York, United States

Bed

Bath

Sleeps

$1542.38

Welcome to our modern beach house, boasting all the amenities you could ask for including 6 Bedrooms and 3 Full Baths (and another full bathroom outside!), a heated, salt water pool (with automatic cover!), BRAND NEW salt water hot tub for 5, a BRAND NEW 4 person barrel sauna, fire pit with adirondack chairs (4 adults, 4 children), table seating 10 (plus extra), large deck (with screened in area with both a ceiling fan and a heater for cooler months) with a grill and smoker, pizza oven, outdoor television for movie nights (spring-fall only), bocce court under string lights, and large landscaped backyard with herb garden and outdoor shower. brEnjoy your morning coffee on the front porch, walk to our sweet community bay beach in minutes, use one of our bikes for a ride, or take the baby for a walk in the stroller provided. Use our electric bike with cargo and baby seat to zip to one of the nearby beaches or vineyards. brStop into town (also 5 mins) and sample all of the local goods and restaurants, or visit one of the many farm stands. brIn fall and winter months, visit any of the nearby farms for apple picking, pumpkin picking, or cutting down your own Christmas Tree! During the holidays, the vineyards are still open, many with live music and private igloos. Visit Santa's Christmas Tree Farm for ice skating, wreath making, wine sampling, s'mores, and meeting Santa (or the Grinch!). brbrHouse description: brEnter through the front door to be greeted by an open concept/living/dining space. The entire house was fully renovated in 2020 and has a Chef's Kitchen, brand new dishwasher, refrigerator with cold filtered water (as well as room temperature filtered system), and oven (with air fry!) - as well as everything else you'll need to create a wonderful meal. brBoth indoor and outdoor dining tables accommodate 10 people, and there are two separate living areas - one with a couch, piano, record player and guitar where you can enjoy cocktails and charades. The other is a large den with couches and bean bags (and wood burning stove!) to fit the whole family for movie night. On the main floor you will also find a lovely and comfortable king bedroom, an office with desk and chair (as well as a full size bed), and a full bathroom with tub/shower combo. brVenture downstairs to the finished basement where there is another office set up, a queen bed, a comfy couch and Television. There is also a full laundry room. brOn the second floor you will find two master king bedrooms, one with an newly renovated ensuite bathroom featuring skylights, a new soaking bathtub and separate shower. This room also has a desk area for those that may need to work, as well as a chaise sofa, perfect for reading (and falling asleep!). brDown the hall you will find the other master king that includes a couch that can fold down into one king or two twins for sleeping. This room is perfect for parents who may have kids that want to sleep in the same room. It also shares a corridor with a child's room with a trundle bed (that can pop up to make a king) as well as with blackout curtains. There is also another full bathroom here with a shower. This wing of the house is perfect for families - it is also the most quiet area of the house. brIn between these bedrooms, you'll find a triple bunk room (with blackout curtains) with a sliding barn door, and an amazing play area complete with train table, toys, and more books than you could hope for. All of our bedrooms feature high quality linens and extremely comfortable yet firm mattresses. brOutside on the spacious deck, in addition to the dining table, we have a screened in area with a couch for lounging, a ceiling fan and heat lamp, and in the spring through fall months, an outdoor TV for sports or movie nights. We also have a 6 burner gas grill with attached propane tank, and a Traeger smoker. In the summer months, you can also make use of our pizza oven, and dazzle your friends and family with your culinary skills. brOn the lower deck, enjoy our brand new Hot Springs salt water hot tub, and brand new 4 person barrel sauna. Going back and forth between the two is a wonderful way to start the day (or end the night!). There are lounge chairs overlooking the pool as well as an outdoor shower (only spring through fall months). Take to the large yard and lay in the double hammock, pick herbs from the garden, or have a bocce tournament under the string lights. Sonos speakers run throughout the yard and deck, as well as most of the house. brEnjoy 5 adult bikes, a smaller boys bike, and a girls bike and a bike our 4 year old uses. We have 10 beach chairs, an umbrella, two pop up cabanas, and two carts for transporting chairs and toys. There are also multiple baby tents and a beach puddle for little ones. Feel free to use our trailer that can attach to one of the bikes to bring more gear or a cooler (provided) down to the beach. Also for use is a jogging stroller, stand up paddle board, a single kayak, and double kayak with 2 adult life jackets and two children's. brExtra baby mini crib, pack and play, high chair, booster, potty, etc are available upon request. brWe think we have everything to make your stay seamless and memorable! Welcome home! br*Please note, the pool is open from Mid April - Mid October.br**Pets considered on approval with a cleaning/damage deposit.br***Please no large groups or parties, this is a family home in a quiet neighborhood. ****Please note that only 4 cars are allowed per group. brIn July and August, we are weekly rentals only (or monthly). Thank you!brbrPlease note that there have been some recent renovations/improvements - so some of the rooms might look slightly different. Professional photos to come soon!

6BR, Saltwater Pool, walk to beach, hot tub, sauna, minutes from vineyards, town

Southold, New York, United States

7

Bed

Bath

12

Sleeps

$796.48

Newly appointed spacious retreat near Kenney's Beach, wineries and Southold town, featuring 4 bedrooms and 3 baths sleeping 9.brbrMain floor features a family room with wood burning fireplace, formal dining room seating up to ten and TV room with sectional sofa. Full bath with walk-in shower and front load washer and dryer.brbrThe second floor includes all four bedrooms. The primary bedroom suite with walk-in closet and ensuite. Additional three bedrooms and full bath with vaulted ceiling and skylight.brbrGenerous backyard deck, gas grill and dinning table. A 20 by 40 foot heated saltwater pool - open Memorial Day through September.brbrTwo-car garage with parking for an additional three vehicles.brbrThe 'nightly rate' shown is for comparison purposes only. Minimum night stay of 14 nights. Southold Town Rental Permit #0560.

Modern & Spacious, Heated Pool, Kenneys Beach

Southold, New York, United States

Bed

Bath

Sleeps

$795.95

Enjoy the best the North Fork has to offer while staying at our tranquil and peaceful home! Our 3 bedroom, 2 bathroom home is surrounded by award winning vineyards, renowned restaurants, farm stands, great shopping, and a walk down the block to a private beach on the Peconic Bay. Master bedroom has king size bed and walk-in closet. Second bedroom has queen size bed with closet and third bedroom has two twin beds with a closet. Dining room leads to serene outdoor patio area. Newly renovated backyard with heated, saltwater, in-ground pool and serene rock waterfall. New patio with pavers. Fully complete by Summer '24 season. Pictures will be updated once completed. Please message me if you have any questions!

3 Bedroom NoFo Home

Southold, New York, United States

Bed

Bath